Jenner was an all-American boy during high school at Newtown High School in Connecticut in 1967. Did he have any idea of the fame that awaited him?

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A true all-around athlete, Jenner took to the tennis courts at the RFK Pro-Celebirty Tennis Tournament in NYC in August 1972. Just a few days later, he would place tenth in the decathlon at the Munich Olympic Games.

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Jenner's fame off the track continued to grow in the 70s thanks to his boyish good looks and all-American charm.

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Jenner won gold in the decathlon at the 1976 Summer Games, and quickly looked for a new challenge: car racing. Here, he's pictured at the 24 Hour Pepsi Challenge at Daytona International Speedway. in 1980.

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Jenner showed off his new look on the party circuit.

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Also in the late 80s, Jenner began to shape his eyebrows.

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The next month, he was already growing out his flowing locks again.

Jenner continued to parade his plastic new look on red carpets.

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Jenner married Kris in 1991. Two years later, he looked more masculine at a Harley Davidson event in Glendale, CA.

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Kris was clearly having an influence on his style even in the early days of their relationship.

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Jenner even tried a youthful Bieber-esque haircut that year, but his age was showing.

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By 2007, he was nearly unrecognizable.

But he didn't just stop with the surgery. In 2012, Jenner wore earrings and lip gloss at an NYC event.

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In early 2014, Jenner made his most drastic changes yet. He got his Adams apple shave down -- which is often the first step in gender reassignment surgery -- and even appeared to rock new hair plugs and an ombre dye job to match his daughters'. Jenner continues to deny he is transitioning to a woman.

Bruce Jenner, 64, was once the poster boy for American manhood, but he’s come a long way from the Wheaties box. As the former Olympic athlete continues his shocking transformation, RadarOnline.com takes a look back of how he went from a rugged athlete to a feminized reality TV star.’